SWF

$85 Find Cheap Flights from Illinois to New Windsor

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to New Windsor departing on 3/4. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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41 299 237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$366
Multiple Airlines
Wed 2/18Sun 2/22
ORD - SWF • 1 stop
Cheapest one-way
$85
Multiple Airlines
Wed 3/4
ORD - SWF • 1 stop
Start a new search
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We hope you love your trip to New Windsor!
Flight Deals
Useful Info
Flight Deals

Cheap Flights from Illinois to New Windsor

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Illinois to New Windsor that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Illinois to New Windsor

Wed, Feb 18 - Sun, Feb 22
Multiple Airlines Logo
4:43 pm - 11:32 am
ORD
-
SWF
17h 49m
1 stop
Multiple Airlines Logo
11:52 am - 7:54 am
SWF
-
ORD
21h 02m
2 stops
$366Multiple Airlines
Thu, May 14 - Sun, May 17
Multiple Airlines Logo
10:25 am - 10:55 am
ORD
-
SWF
23h 30m
1 stop
Multiple Airlines Logo
11:45 am - 7:48 pm
SWF
-
ORD
9h 03m
1 stop
$371Multiple Airlines
Thu, May 14 - Sun, May 17
Multiple Airlines Logo
1:12 pm - 10:55 am
ORD
-
SWF
20h 43m
2 stops
Multiple Airlines Logo
11:45 am - 10:57 pm
SWF
-
ORD
12h 12m
1 stop
$373Multiple Airlines
Wed, Jun 17 - Sun, Jun 21
Multiple Airlines Logo
7:05 am - 9:38 am
ORD
-
SWF
25h 33m
1 stop
Multiple Airlines Logo
9:38 am - 7:59 am
SWF
-
ORD
23h 21m
1 stop
$387Multiple Airlines
Sun, Feb 22 - Fri, Mar 6
Multiple Airlines Logo
7:00 am - 11:31 am
ORD
-
SWF
27h 31m
2 stops
Multiple Airlines Logo
11:02 am - 11:38 pm
SWF
-
ORD
13h 36m
1 stop
$403Multiple Airlines
Wed, Feb 18 - Sun, Feb 22
Multiple Airlines Logo
4:43 pm - 11:32 am
ORD
-
SWF
17h 49m
1 stop
Multiple Airlines Logo
11:48 am - 5:46 pm
SWF
-
ORD
30h 58m
1 stop
$406Multiple Airlines
Sun, Feb 22 - Fri, Mar 6
Multiple Airlines Logo
10:44 am - 10:14 am
ORD
-
SWF
22h 30m
1 stop
Multiple Airlines Logo
11:02 am - 11:38 pm
SWF
-
ORD
13h 36m
1 stop
$447Multiple Airlines
Sun, Feb 22 - Fri, Mar 6
Multiple Airlines Logo
3:00 pm - 10:14 am
MDW
-
SWF
18h 14m
2 stops
Multiple Airlines Logo
11:02 am - 8:53 pm
SWF
-
MDW
10h 51m
1 stop
$492Multiple Airlines
Thu, Mar 12 - Mon, Mar 16
Allegiant Air Logo
10:59 am - 9:02 am
PIA
-
SWF
21h 03m
1 stop
Allegiant Air Logo
7:51 pm - 12:51 pm
SWF
-
PIA
18h 00m
1 stop
$536Allegiant Air
Thu, Mar 5 - Sat, Mar 28
Allegiant Air Logo
8:48 am - 6:37 pm
MLI
-
SWF
8h 49m
1 stop
Allegiant Air Logo
11:28 am - 5:50 pm
SWF
-
MLI
7h 22m
1 stop
$790Allegiant Air
Useful Info

Good to know

Low seasonFebruary
Cheapest flight$85
Best time to beat the crowds with an average 18% drop in price.
Most popular time to fly and prices are also 3% lower on average.
Flight from Chicago O'Hare Airport to Stewart Intl.

FAQs for booking flights from Illinois to Stewart Intl.

  • How does KAYAK find such low prices on flights from Illinois to Stewart Intl.?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Illinois to Stewart Intl..

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Illinois to Stewart Intl.?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Stewart Intl. from Illinois is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Illinois to Stewart Intl.?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Stewart Intl. with an airline and back to Illinois with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Illinois to Stewart Intl.?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Stewart Intl. from Illinois up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Traveling to a place near New Windsor?

Book flights to New Windsor if you plan to visit one of these locations
Kingston
Woodstock

Everything you need to know for your flight to New Windsor

Information on the airport you'll fly into in New Windsor